CN104151337A - Aromatic europium carboxylate (III) coordination compound serving as luminous material and preparation method of aromatic europium carboxylate (III) coordination compound - Google Patents
Aromatic europium carboxylate (III) coordination compound serving as luminous material and preparation method of aromatic europium carboxylate (III) coordination compound Download PDFInfo
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Abstract
The invention discloses an aromatic europium carboxylate (III) coordination compound serving as a luminous material and a preparation method of the aromatic europium carboxylate (III) coordination compound. The aromatic europium carboxylate (III) coordination compound has a chemical formula of Eu(C14H9O3)3(Phen)2; a crystal structure of the coordination compound is a monoclinic system; the cell parameters are as follows: a is equal to 2.2577(4)nm, b is equal to 1.23484(19)nm, c is equal to 1.8789(3)nm, beta is equal to 94.918(3) degrees, V is equal to 5.2189(14)nm<3>, Dc is equal to 1.512g/cm3, Z is equal to 4, u(MoKalpha) is equal to 1.269mm<-1>, F(000) is equal to 2408, a final deviation factor R1 is equal to 0.0433, and WR2 is equal to 0.1038. The aromatic europium carboxylate (III) coordination compound has fluorescence property, emits strong red fluorescence under a triple-purpose ultraviolet lamp under the excitation wavelength of 254nm and respectively has obvious fluorescence emission peaks at 597nm and 615nm at the excitation wavelength of 396nm. The aromatic europium carboxylate (III) coordination compound provided by the invention is uniform in phase, high in purity, good in crystal form and excellent in fluorescence property. Moreover, the preparation process is simple, the synthesis temperature is low, and the energy consumption is low.
Description
Technical field
The present invention relates to rare earth compounding technical field, be specifically related to a kind of aromatic carboxylic acid europium (III) title complex as luminescent material and preparation method thereof.
Background technology
Rare earth element is due to its special electronic structure, has the performances such as excellent optical, electrical, magnetic, is described as the treasure-house of novel material.Rare-earth luminescent material occupies very consequence in Rare Earth Functional Materials.Wherein, organic light-emitting rare earth complexe is considered to the rare earth luminescent material that a class has wide application prospect.
Europium complex in organic light-emitting rare earth complexe has stronger Eu
3+characteristic fluorescence, and have that purity of color is high, chemical stability good and theoretical internal quantum efficiency can reach the advantage such as 100%, become the study hotspot in rare earth photoelectricity functional material.Preparation about rare-earth luminescent material, the synthetic fluor of dry method in the past and wet method and the at present method of industrial production fluor all adopt traditional high temperature solid phase synthesis, its advantage is that the crystal mass of crystallite is good, few surface defects, luminous efficiency are high, and that shortcoming is synthesis temperature is high, energy consumption is high,, easily there is dephasign in the large and skewness of particle size, the fluorescent material that this traditional method prepares can not meet the demand of industrial development to fluorescent material in high-technology field.
Therefore, the development of new rare earth luminescent material will be that people continue the direction of research and development to fluorescent material field.
Summary of the invention
The object of the invention is to overcome above shortcoming, a kind of aromatic carboxylic acid europium (III) title complex as luminescent material and preparation method thereof is provided, the thing of this aromatic carboxylic acid europium (III) title complex mutually evenly, purity is high, crystal formation good, fluorescence property is excellent; And preparation technology is simple, synthesis temperature is low, energy consumption is low.
Technical scheme of the present invention is:
As aromatic carboxylic acid europium (III) title complex for luminescent material, its chemical formula is: Eu (C
14h
9o
3)
3(Phen)
2, the crystalline structure of described aromatic carboxylic acid europium (III) title complex is oblique system, unit cell parameters is: a=2.2577 (4) nm, b=1.23484 (19) nm, c=1.8789 (3) nm, β=94.918 (3) °, V=5.2189 (14) nm
3, Dc=1.512g/cm
3, Z=4, μ (MoK α)=1.269mm
-1, F (000)=2408, final discrepancy factor R
1=0.0433, wR
2=0.1038.Wherein, a, b, c represent that respectively three groups of ribs of structure cell are long; β represents angle between the rib of structure cell; V represents unit cell volume; Dc represents structure cell density; Z represents the unit number in structure cell; μ (MoK α) represents uptake factor; F (000) represents electronic number.
Further, the structural formula of described aromatic carboxylic acid europium (III) title complex is:
Further, described aromatic carboxylic acid europium (III) title complex has fluorescence property, and when excitation wavelength is 254nm, described aromatic carboxylic acid europium (III) title complex sends strong red fluorescence under three use ultraviolet lamps; When excitation wavelength is 396nm, described aromatic carboxylic acid europium (III) title complex has respectively obvious fluorescence emission peak at 597nm and 615nm place.
Further, the fluorescence emission peak of aromatic carboxylic acid europium (III) title complex at 615nm place is better than the fluorescence emission peak at 597nm place.
A preparation method for above-mentioned aromatic carboxylic acid europium (III) title complex, comprises the following steps:
A, by 2-benzoylbenzoic acid, 1,10-phenanthroline, europium hydroxide are pressed (2-3): mol ratio 1:(1-2) joins in reactor, stir, and add water and N, the mixed solvent that dinethylformamide forms, wherein, water and N, the volume ratio of dinethylformamide is (1.5-3): 1, and every 1mmol europium hydroxide amount of water is 6.9ml;
B, said mixture is placed in to loft drier reacts 6-8h, control temperature is 140-160 ℃;
C, the solution in step b is cooling, filtration cover the narrow meshed antistaling film of one deck on filtrate, are placed in volatilization naturally under room temperature, until separate out aromatic carboxylic acid europium (III) complex colorless crystal.
Further, in described step a, 2-benzoylbenzoic acid, 1, the mol ratio of 10-phenanthroline, europium hydroxide is 2.3:1:1.8, in mixed solvent, the volume ratio of water and DMF is 2:1.
The application of a kind of above-mentioned aromatic carboxylic acid europium (III) title complex in luminescent material.
The preparation method of aromatic carboxylic acid europium provided by the invention (III) title complex, by optimized choice part, and adopts solvent-thermal method synthetic, and controlling temperature is 140-160 ℃, compares with traditional high temperature solid phase synthesis, and synthesis temperature greatly reduces, and power consumption is few; Synthetic new aromatic carboxylic acid europium (III) complex crystal obtains by evaporative crystallization, and separating-purifying is easy, and product thing mutually evenly, purity is high, crystal formation good, productive rate is higher.
Aromatic carboxylic acid europium provided by the invention (III) title complex, has good fluorescence property.Under three use ultraviolet lamps, when excitation wavelength is 254nm, this aromatic carboxylic acid europium (III) title complex sends strong red fluorescence; When excitation wavelength is 396nm, title complex has respectively obvious fluorescence emission peak at 597nm and 615nm place, and the fluorescence emission peak at 615nm place is the strongest.
Accompanying drawing explanation
In order to be illustrated more clearly in the technical scheme of the embodiment of the present invention, below the accompanying drawing of required use during embodiment is described is briefly described, apparently, accompanying drawing in the following describes is only some embodiments of the present invention, for those of ordinary skills, do not paying under the prerequisite of creative work, can also obtain according to these accompanying drawings other accompanying drawing.
Fig. 1 is the molecular structural formula of aromatic carboxylic acid europium of the present invention (III) title complex;
Fig. 2 is the coordination polyhedron structure iron of europium (III) ion in aromatic carboxylic acid europium of the present invention (III) title complex;
Fig. 3 be aromatic carboxylic acid europium of the present invention (III) title complex under three use ultraviolet lamps, when excitation wavelength is 254nm, the strong red fluorescence figure sending;
Fig. 4 is aromatic carboxylic acid europium of the present invention (III) title complex fluorescence emission spectrogram at room temperature.
Embodiment
Below the technical scheme in the embodiment of the present invention is clearly and completely described, obviously, described embodiment is only the present invention's part embodiment, rather than whole embodiment.Embodiment based in the present invention, those of ordinary skills, not making the every other embodiment obtaining under creative work prerequisite, belong to the scope of protection of the invention.
One, the preparation method embodiment of aromatic carboxylic acid europium (III) title complex
Embodiment 1
Synthetic method
A, by 2-benzoylbenzoic acid, 1,10-phenanthroline, europium hydroxide join in reactor by the mol ratio of 2:1:1, stir, and add water and N, the mixed solvent that dinethylformamide forms makes it to dissolve, wherein, and water and N, the volume ratio of dinethylformamide is 1.5:1, and every 1mmol europium hydroxide amount of water is 6.9ml;
B, said mixture is placed in to loft drier reacts 6h, controlling temperature is 140 ℃;
C, the solution in step b is cooling, filtration cover the narrow meshed antistaling film of one deck on filtrate, are placed in volatilization naturally under room temperature, until separate out aromatic carboxylic acid europium (III) complex colorless crystal.
As calculated, the productive rate of aromatic carboxylic acid europium (III) complex colorless crystal is 32%.
Embodiment 2
Synthetic method
A, by 2-benzoylbenzoic acid, 1,10-phenanthroline, europium hydroxide join in reactor by the mol ratio of 2:1:2, stir, and add water and N, the mixed solvent that dinethylformamide forms makes it to dissolve, wherein, and water and N, the volume ratio of dinethylformamide is 2:1, and every 1mmol europium hydroxide amount of water is 6.9ml;
B, said mixture is placed in to electric drying oven with forced convection reacts 8h, controlling temperature is 150 ℃;
C, the solution in step b is cooling, filtration cover the narrow meshed antistaling film of one deck on filtrate, are placed in volatilization naturally under room temperature, until separate out aromatic carboxylic acid europium (III) complex colorless crystal.
As calculated, the productive rate of aromatic carboxylic acid europium (III) complex colorless crystal is 30%.
Embodiment 3
Synthetic method
A, by 2-benzoylbenzoic acid, 1,10-phenanthroline, europium hydroxide join in reactor by the mol ratio of 3:1:1, stir, and add water and N, the mixed solvent that dinethylformamide forms, wherein, water and N, the volume ratio of dinethylformamide is 3:1, and every 1mmol europium hydroxide amount of water is 6.9ml;
B, said mixture is placed in to electric drying oven with forced convection reacts 8h, controlling temperature is 155 ℃;
C, the solution in step b is cooling, filtration cover the narrow meshed antistaling film of one deck on filtrate, are placed in volatilization naturally under room temperature, until separate out aromatic carboxylic acid europium (III) complex colorless crystal.
As calculated, the productive rate of aromatic carboxylic acid europium (III) complex colorless crystal is 29%.
Embodiment 4
Synthetic method
A, by 2-benzoylbenzoic acid, 1,10-phenanthroline, europium hydroxide join in reactor by the mol ratio of 3:1:2, stir, and add water and N, the mixed solvent that dinethylformamide forms, wherein, water and N, the volume ratio of dinethylformamide is 2.5:1, and every 1mmol europium hydroxide amount of water is 6.9ml;
B, said mixture is placed in to electric drying oven with forced convection reacts 8h, controlling temperature is 160 ℃;
C, the solution in step b is cooling, filtration cover the narrow meshed antistaling film of one deck on filtrate, are placed in volatilization naturally under room temperature, until separate out aromatic carboxylic acid europium (III) complex colorless crystal.
As calculated, the productive rate of aromatic carboxylic acid europium (III) complex colorless crystal is 28%.
Embodiment 5
Synthetic method
A, by 2-benzoylbenzoic acid, 1,10-phenanthroline, europium hydroxide join in reactor by the mol ratio of 2.3:1:1.8, stir, and add water and N, the mixed solvent that dinethylformamide forms, wherein, water and N, the volume ratio of dinethylformamide is 2:1, and every 1mmol europium hydroxide amount of water is 6.9ml;
B, said mixture is placed in to electric drying oven with forced convection reacts 7h, controlling temperature is 150 ℃;
C, the solution in step b is cooling, filtration cover the narrow meshed antistaling film of one deck on filtrate, are placed in volatilization naturally under room temperature, until separate out aromatic carboxylic acid europium (III) complex colorless crystal.
As calculated, the productive rate of aromatic carboxylic acid europium (III) complex colorless crystal is 36%.
The preparation method of aromatic carboxylic acid europium provided by the invention (III) title complex, tool has the following advantages:
(1) adopt solvent-thermal method synthetic, controlling temperature is 150 ℃, with traditional high temperature solid phase synthesis, compares, and synthesis temperature greatly reduces, and power consumption is few;
(2) use electric drying oven with forced convection and reactor equipment, device is simple;
(3) raw material one kettle way adds, easy and simple to handle;
(4) evaporative crystallization obtains product, and separating-purifying is easy;
(5) product thing mutually evenly, purity is high, crystal formation good, and productive rate is higher.
Two, the crystal structure determination of aromatic carboxylic acid europium (III) title complex
Choose the monocrystalline that is of a size of 0.25x0.24x0.22mm, be placed on BrukerAPEX-IICCD type single crystal diffractometer and carry out diffraction experiment, under 296 (2) K, use MoK alpha-ray (λ=0.071073nm), with
scan mode is collected altogether 25489 point diffractions within the scope of 0.91 °≤θ≤25.01 °, wherein 9202 independent point diffraction [R
int=0.0403], 7093 observable point diffractions [I>2 σ (I)] are for structural analysis and structural modifications.All data is through the Lp factor and experience absorption correction.Crystalline structure adopts SHELXS-97 program to be solved by direct method, and structure refinement adopts SHELXL-97 program, to hydrogen atom and non-hydrogen atom, adopts respectively isotropy and anisotropic temperature factor to carry out complete matrix least-squares refinement.
The crystalline structure of measuring aromatic carboxylic acid europium (III) title complex is oblique system, and unit cell parameters is:
A=2.2577 (4) nm, b=1.23484 (19) nm, c=1.8789 (3) nm, β=94.918 (3) °, V=5.2189 (14) nm
3, Dc=1.512g/cm
3, Z=4, μ (MoK α)=1.269mm
-1, F (000)=2408, final discrepancy factor R
1=0.0433, wR
2=0.1038.W=1/[σ
2(F
o 2)+(0.0574P)
2+ 9.1006P], wherein, P=(F
o 2+ 2F
c 2)/3, (Δ/σ)
max=0.001, S=1.048.
In above-mentioned parameter, a, b, c represent that respectively three groups of ribs of structure cell are long; β represents angle between the rib of structure cell; V represents unit cell volume; Dc represents structure cell density; Z represents the unit number in structure cell; μ (MoK α) represents uptake factor; F (000) represents electronic number.
The coordination polyhedron structure (Fig. 2) of binding molecule structural formula (Fig. 1), center europium (III) ion, main bond distance and bond angle are listed in table 1.
From molecular structural formula Fig. 1, aromatic carboxylic acid europium (III) complex molecule is by an europium (III) ion, three 2-benzoylbenzoic acid radical ions and two 1, the molecular composition of 10-phenanthroline.Europium (III) ion and five Sauerstoffatoms from three 2-benzoylbenzoic acid radical ions and two 1, four nitrogen-atoms coordinations of 10-phenanthroline molecule.
As can be seen from Figure 2, in the coordination environment of europium (III) ion in the anti-prism in single cap four directions of nine coordinations: O (2) is in cap position, N (4), N (2), N (1) and O (1) are positioned at the upper planimetric position of cubic anti-prism, and N (3), O (4), O (7) and O (8) are positioned at the lower plane position of cubic anti-prism; Its plane equation is respectively 19.956x-5.286y+2.101z=1.3746 and 19.855x-4.264y+4.716z=5.7323, and interfacial angle is 9.3 °.Eu-O bond distance is at 0.2291 (4)～0.2644 (4) nm, and Eu-N bond distance is at 0.2572 (4)～0.2628 (4) nm, and they are all within the scope of normal bond distance.
The main bond distance (nm) of table 1 aromatic carboxylic acid europium (III) title complex and bond angle (°)
Three, the fluorescence property of aromatic carboxylic acid europium (III) title complex is measured
1, aromatic carboxylic acid europium (III) title complex is placed under three use ultraviolet lamps, when excitation wavelength is 254nm, this material sends strong red fluorescence, as Fig. 3;
2, under room temperature, adopt Japanese Shimadzu RF-5301PC type spectrophotofluorometer, under the ultraviolet excitation of 396nm, measure the fluorescence emission spectrogram (seeing Fig. 4) of aromatic carboxylic acid europium of the present invention (III) title complex solid.As can be seen from Figure 4, this material has the fluorescence emission peak of two features at 597nm and 615nm place, corresponds respectively to europium (III) ion
5d
0→
7f
1with
5d
0→
7f
2transition of electron, wherein the strongest at the fluorescence peak at 615nm place.
The foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, all any modifications of doing, be equal to replacement etc., within all should being included in protection scope of the present invention in protection scope of the present invention.
Claims (7)
1. as aromatic carboxylic acid europium (III) title complex for luminescent material, it is characterized in that, the chemical formula of described aromatic carboxylic acid europium (III) title complex is: Eu (C
14h
9o
3)
3(Phen)
2; The crystalline structure of described aromatic carboxylic acid europium (III) title complex is oblique system, unit cell parameters is: a=2.2577 (4) nm, b=1.23484 (19) nm, c=1.8789 (3) nm, β=94.918 (3) °, V=5.2189 (14) nm
3, Dc=1.512g/cm
3, Z=4, μ (MoK α)=1.269mm
-1, F (000)=2408, final discrepancy factor R
1=0.0433, wR
2=0.1038.
2. aromatic carboxylic acid europium according to claim 1 (III) title complex, is characterized in that, the structural formula of described aromatic carboxylic acid europium (III) title complex is:
3. aromatic carboxylic acid europium according to claim 1 and 2 (III) title complex, it is characterized in that, described aromatic carboxylic acid europium (III) title complex has fluorescence property, when excitation wavelength is 254nm, described aromatic carboxylic acid europium (III) title complex sends strong red fluorescence under three use ultraviolet lamps; When excitation wavelength is 396nm, described aromatic carboxylic acid europium (III) title complex has respectively obvious fluorescence emission peak at 597nm and 615nm place.
4. aromatic carboxylic acid europium according to claim 3 (III) title complex, is characterized in that, the fluorescence emission peak of described aromatic carboxylic acid europium (III) title complex at 615nm place is better than the fluorescence emission peak at 597nm place.
5. a preparation method for aromatic carboxylic acid europium claimed in claim 1 (III) title complex, is characterized in that, described preparation method comprises the following steps:
A, by 2-benzoylbenzoic acid, 1,10-phenanthroline, europium hydroxide are pressed (2-3): mol ratio 1:(1-2) joins in reactor, stir, and add water and N, the mixed solvent that dinethylformamide forms, wherein, water and N, the volume ratio of dinethylformamide is (1.5-3): 1, and every 1mmol europium hydroxide amount of water is 6.9ml;
B, said mixture is placed in to loft drier reacts 6-8h, control temperature is 140-160 ℃;
C, the solution in step b is cooling, filtration cover the narrow meshed antistaling film of one deck on filtrate, are placed in volatilization naturally under room temperature, until separate out aromatic carboxylic acid europium (III) complex colorless crystal.
6. the preparation method of aromatic carboxylic acid europium according to claim 5 (III) title complex, it is characterized in that, in described step a, 2-benzoylbenzoic acid, 1, the mol ratio of 10-phenanthroline, europium hydroxide is 2.3:1:1.8, in mixed solvent, the volume ratio of water and DMF is 2:1.
7. the application of an aromatic carboxylic acid europium claimed in claim 1 (III) title complex in luminescent material.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107722047A (en) * | 2017-10-26 | 2018-02-23 | 南昌大学 | A kind of double-core Rare Earth Europium Complex luminescent material and its preparation method and application |
| CN111534297A (en) * | 2019-10-09 | 2020-08-14 | 陕西师范大学 | Three europium-terbium co-doped fluorescent probes based on different carboxylic acid ligands and application of film in temperature sensing |
| CN111909186A (en) * | 2020-08-24 | 2020-11-10 | 北京石油化工学院 | Preparation method of red fluorescent material |
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| CN1795252A (en) * | 2003-05-22 | 2006-06-28 | 三菱化学株式会社 | Light-emitting device and phosphor |
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| CN1795252A (en) * | 2003-05-22 | 2006-06-28 | 三菱化学株式会社 | Light-emitting device and phosphor |
Non-Patent Citations (2)
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107722047A (en) * | 2017-10-26 | 2018-02-23 | 南昌大学 | A kind of double-core Rare Earth Europium Complex luminescent material and its preparation method and application |
| CN107722047B (en) * | 2017-10-26 | 2019-10-29 | 南昌大学 | A kind of double-core Rare Earth Europium Complex luminescent material and its preparation method and application |
| CN111534297A (en) * | 2019-10-09 | 2020-08-14 | 陕西师范大学 | Three europium-terbium co-doped fluorescent probes based on different carboxylic acid ligands and application of film in temperature sensing |
| CN111909186A (en) * | 2020-08-24 | 2020-11-10 | 北京石油化工学院 | Preparation method of red fluorescent material |
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